2680. Cyacetacide

Nomenclature

CAS number: 140-87-4
2-Cyanoacetic acid hydrazide; malononitrile hydrazide; cyanoacetohydrazide; cyanazide; cyanizide; cyanacethydrazine; cyanacethydrazide; cyanoethydrazide; cyanacetylhydrazide; Dictyzide; Mackreazid; Armazal; Reacid; Reazide; Hidacian; Leandin; Neohydrazid; Dictycide (Fort Dodge).
C3H5N3O; mol wt 99.09.
C 36.36%, H 5.09%, N 42.41%, O 16.15%.

Description and references

Prepd by boiling ethyl or methyl cyanoacetate with hydrazine hydrate in alc: Rothenburg, Ber. 27, 687 (1894); Darapsky, Hillers, J. Prakt. Chem. 92[2], 313 (1915); Klosa, Arch. Pharm. 288, 453 (1955). Prepn of dosage forms: Muset, US 2849369 (1958 to Labs OM).

Chemical structure

Properties

Stout prisms from alc, mp 114.5-115° (evac tube). Rapidly dec by heat. Very slightly acid to litmus. Very sol in water. Sol in alcohol. Practically insol in ether. Aq solns become discolored after a few days and the pH becomes alkaline.

Derivative

Hydrochloride.

Nomenclature

CAS number: 5897-13-2
C3H5N3O.HCl; mol wt 135.55.
C 26.58%, H 4.46%, N 31.00%, O 11.80%, Cl 26.15%.

Properties

Crystals, mp 145°. Freely sol in water. Acid reaction. Aq solns are more stable than those of the free hydrazide.

Therapeutic Category

Antibacterial (tuberculostatic).

Therapeutic Category (Veterinary)

Anthelmintic (lungworms).

Keywords

Antibacterial (Tuberculostatic)